House vacation rentals in Winter Park

Find and book unique houses on Airbnb

Top-rated house rentals in Winter Park

Guests agree: these houses are highly rated for location, cleanliness, and more.

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Guest favorite

The exterior view of the home showcases a two-story structure with a pale pink facade. Lush greenery, including palm trees, adds to the appeal. A well-maintained driveway leads to a garage, and the entrance is framed by decorative stonework.

Home in Clermont

4.84 out of 5 average rating, 223 reviews

Great House w/Heated Pool;Near all Parks!

Welcome to la Casita de todos! This home will be your home away from home, children-friendly, and spacious for the whole family! Dogs under 20 pounds are allowed with a 75 USD fee per pet. HEATED pool with a charge fee of $ 25 USD per day. BBQ grill has an extra charge of $40 USD (for the whole stay, including 1 propane gas and cleaning). After booking and before check-in please let me know if you are bringing a pet or will use the BBQ. Locations nearby: Walmart 0.5 miles. Dollar Tree 0.1 miles.

Superhost

A spacious living area is highlighted by a large sectional sofa, with light-colored tile flooring providing a neutral backdrop. A ceiling fan adds comfort, while a window allows natural light to fill the room. A television is mounted on the wall across from the seating.

Home in Orlando

4.92 out of 5 average rating, 109 reviews

Brand NewPainted Vacation Hse NrUCF PetsOK Fenced

Welcome to this newly renovated Orlando vacation home, situated just minutes from UCF and offering easy access to Universal & Disney & Restaurants. Featuring a garage game room with table tennis and a spacious backyard perfect for dogs, complete with BBQ, outdoor furniture, and cornhole. This family-friendly retreat comes with a private fenced backyard, ideal for guests with kids or pets seeking added privacy. The 3-bedroom home and private garage comfortably accommodate up to 8 guests. Enjoy a

Guest favorite

A modern living room features a large, wall-mounted flat screen TV displaying a scenic image. The space is designed in neutral tones with light-colored tile flooring and a cozy area rug. Large sliding doors offer access to an outdoor seating area.

Home in Kissimmee

4.92 out of 5 average rating, 132 reviews

5 Bdrm (sleeps 13), free water park,closeto Disney

Stunning 5 bedroom/ 4 bath (sleeps 13) home available in a beautiful community -Storey Lake Resort with its private mini heated pool/ lake view. The resort has a water park /clubhouse and entry is free for the guests!! • Disney (5 miles) • SeaWorld (7 miles) • Convention Center (9 miles) • Universal (10 miles) • Location: Romeo circle, Kissimmee FL 34746 . Multiple restaurants walking distance . Plenty of free parking Search “Mohit Jagota Romeo Circle” on youtube to view the house video.

Guest favorite

Home in Kissimmee

4.97 out of 5 average rating, 105 reviews

"DreamCatcher House" - Elite 7 Bed Luxury Escape

Nestled within Windsor at Westside, one of the newest resort communities in the Orlando/Kissimmee area, offering convenient access to theme parks, dining, shopping, golf, and much more. This beautiful modern home offers heated pool and spa, luxury beds and amenities, entertainment lounges for adults and kids, in addition to great resort features as Lazy River, Great big Community Pool, Pool Slide, Tiki bar and Snacks, state of the art Fitness center, tennis and Volley Ball courts.

Superhost

A modern living area features a stylish gray tufted sofa and coordinating armchairs, centered around a circular glass coffee table. A sleek gas fireplace offers warmth, while a wall-mounted TV provides entertainment. Natural light floods the room through large windows, creating an open atmosphere.

Home in Orlando

4.85 out of 5 average rating, 144 reviews

Luxe Lakefront downtown villa Universal Disney

Enjoy a stylish experience at this centrally-located place. This stylish furnished place to stay is perfect for group trips. Located near universal lake front quiet neighborhood. TV. BBQ. Fridge oven Ac. All available. 4 bedroom 3 queen beds and one day bed. Huge lot easy parking. downtown Orlando is 10 minutes away 9 mins Universtal Studios, Disney Springs 20 mins *** No smocking inside the house. .No party. No party outside The space Close to everywhere. In the heart of Orlando

Superhost

A whimsical children's bedroom features a castle-themed bed with a slide and light blue walls. The room is adorned with soft carpeting and a chandelier, providing ample space for play. Two doors lead to additional areas, completing the enchanting atmosphere.

Home in Kissimmee

4.88 out of 5 average rating, 56 reviews

Baby Safe w *Indoor PlayGround*

**Property Requires refundable Security Deposit**Close to Disney Parks! Home equipped for baby! Full nursery, double stroller, highchair, packnplay, outlet covers, baby gates, toys, books, bouncy, and more. Kids love the Toy Story indoor playground with ball-pit, trampoline & slide, the fun doesn't stop at Disney! 6 themed bedrooms (3 Kids & 3 Adult themes), 5 baths, appliance stocked kitchen, a movie/game loft w/ 2 queen sofa sleepers, in-ground pool and Jacuzzi with BABY GATE!

Top guest favorite

The exterior of the vacation home features a warm-toned stucco facade with a well-maintained landscape. A driveway leads to two garage doors, framed by shrubs and palm trees. The entryway is accentuated by a covered porch, inviting guests into a cozy atmosphere.

Home in Orlando

4.78 out of 5 average rating, 213 reviews

Lake Nona Lakefront Pet Friendly

Our lakefront vacation home on Lake Nona in Orlando, Fla. is just 10 mins from the airport and 25 mins from Parks and Attractions. Lake Nona Country club with tennis courts, gym, and golf course within one mile of the house. The main house has 2 bedroom and 1 bathroom, Wash/Dryer, and Fully stocked kitchen. Backyard is fully fenced. Our home is impeccably clean with lots of charm. Property accommodates up to 4 guests. Ord. No. 2018-3. No garage access. No post surgery.

Superhost

Home in Orlando

4.92 out of 5 average rating, 12 reviews

PuraVida Lakehouse+Bungalow - Full Property

Welcome to our Pura Vida jungle-inspired urban lake house, nestled in the heart of Orlando! Combining tropical tranquility with modern luxury, this unique retreat offers the perfect escape for travelers seeking a serene atmosphere just minutes from the city's attractions. **NO PARTY OF ANY KIND OR EVENT ALLOWED** Circular driveway makes for free and easy parking. Located 15 min from the airport, 15 min to Universal, 30 min to Disney, and 50 min to Cocoa Beach.

Superhost

The exterior of the home is depicted, showcasing a single-story structure with a gray facade and white decorative elements. A well-maintained front yard features green grass, and a large driveway leads to a two-car garage. American flags adorn the entrance, adding a patriotic touch.

Home in Orlando

4.82 out of 5 average rating, 245 reviews

Orlando Vacation Home/UCF/Speed World/Universal/

This modest home is nestled in a quiet safe neighborhood conveniently located minutes from the University Of Central Florida, Full Sail University, Valencia, Seminole State Community College, Central Florida Research Business Park, Lockheed Martin, Naval Air Warfare Center Navy Base, Kennedy Space Center, Orlando Speed World Drag Way, Winter Park, Baldwin Park, Downtown Orlando, Oviedo, Casselberry, Altamonte (Universal Studios, Sea World, Disney) & beach.

Superhost

Home in Kissimmee

4.87 out of 5 average rating, 143 reviews

Storey Lake 4BDRM 8 miles to Disney FREE waterpark

This modern 4 bedroom townhome accommodates up to 8 people and has a private pool. It’s located at Storey Lake Resort in a gated community in Kissimmee FL. Theme parks such as Universal and Disney World are just a 15-20 minutes drive with no heavy traffic. The clubhouse has a fitness center, a splash park, a lazy river and a sports court. All FREE to our guests. There are many parking spots available in front of our property.

Superhost

A screened patio features comfortable seating arranged around a glass-top table. Colorful cushions adorn the black wicker chairs. Lush greenery is visible through the screens, enhancing the peaceful setting. Natural light fills the space, creating a bright and airy ambiance.

Home in Sanford

4.77 out of 5 average rating, 150 reviews

Home near Sanford airport/BoombahSports

Beautiful, cheerful, bright, & roomy house with a large yard. Located in Central Florida with easy access to major roads that will take you to beaches, Disney, Universal, SeaWorld and so much more! If the dates don't work for you, see our other nearby listing here: airbnb.com/h/gm-vacation-rentals-1 3 bedrooms, 2 bath, laundry and garage. You'll have the entire house to yourself during your stay.

Superhost

Two elegant marble sinks are positioned on a sleek countertop, complemented by soft gray towels neatly placed inside each bowl. A small potted plant is visible above the sink, and a round mirror reflects subtle light in the contemporary bathroom setting.

Home in Orlando

4.84 out of 5 average rating, 224 reviews

King suite , Modern house perfect for vacation

The house is very well designed and furnished very comfortably all the spaces are very well used, it is a large house where all the areas are private , have a double driveway where guests from the other part of the house will also park, driveway is the only space shared , all the rest of the property is is independent and private as it appears in the photos

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What guests are saying

Super Home 6 Beds/6 suites/ Resort 7 Miles Disney

4.8 out of 5 average rating, 5 reviews11 months ago

House is exactly as described and clean but don’t expect pristine! There are two or three pull outs that were not in the listing which was nice even though we didn’t need them. They also had a stroller, toddler bed and pool toys but I would bring something for the stairs if you have small children. Communication and the stay were great especially for the price and location.

Home in Kissimmee

What guests are saying

Lake Eustis vacation home

4.85 out of 5 average rating, 62 reviews2 months ago

I had the pleasure of staying at this wonderful Airbnb, and it truly lived up to all expectations. The space was clean and well-maintained, making it a comfortable retreat from start to finish. If you're a fan of fishing, this is a fisherman's paradise, with direct access to the water right from the property, which made for some great fishing trips during my stay. The nice boat house was a fantastic feature, offering the perfect spot to store our gear and spend time by the water. There was also plenty of parking, which made it easy to bring our boat and other equipment without any hassle. The accommodations were top-notch – cozy, spacious, and thoughtfully appointed, ensuring we had everything we needed for a relaxing stay. Above all, the host Steven was responsive and accommodating, making sure we had all the information we needed. All in all, this was an amazing spot for anyone looking to enjoy some time on the water. I highly recommend it!

Home in Leesburg

What guests are saying

Resort Listing! Villa Palma Pool House by Disney

4.83 out of 5 average rating, 42 reviews3 weeks ago

The house was easy to find and in a beautiful neighborhood. The host was very responsive. We only had one issue and when it was brought to their attention they had someone out to fix it same day. We will definitely be looking to book with them again in the future.

Home in Kissimmee